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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
Modern & Sunny East End House.
2 bedrooms, 3 beds, 1 private bathroom
26–31 Oct
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4.96 out of 5 average rating, 255 reviews
Top guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds
20–25 Sept
4.97 out of 5 average rating, 67 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
13–18 Sept
4.92 out of 5 average rating, 229 reviews
Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds
10–15 Sept
New place to stay
Top guest favourite
Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds
9–14 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
7–12 Nov
4.94 out of 5 average rating, 189 reviews
Guest favourite
Hotel room in Portland
Two Bedroom Loft featuring Curated Local Art
2 bedrooms, 3 beds
2–7 Nov
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.98 out of 5 average rating, 483 reviews
Superhost
Rooms in Portland
Two Historic Downtown King Rooms w/Private Bath
2 bedrooms, 2 king beds
25–30 Oct
New place to stay
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed
21–26 Dec
4.9 out of 5 average rating, 468 reviews
Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds
9–14 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
30 Oct – 4 Nov
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 74 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
12–17 Oct
4.96 out of 5 average rating, 176 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 223 reviews
Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
20–25 Sept
4.95 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
25–30 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds
18–23 Oct
4.93 out of 5 average rating, 653 reviews
Top guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
30 Oct – 4 Nov
4.95 out of 5 average rating, 863 reviews